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ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION REACTIONS OF AZOMETHINE IMINES WITH ACROLEIN CATALYZED BY L-PROLINE AND ITS DERIVATIVES
http://hdl.handle.net/10091/13267
http://hdl.handle.net/10091/13267770f4857-e421-4b29-b5f1-8cdd4c497b55
名前 / ファイル | ライセンス | アクション |
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ACR_Azomethine_Imine-6-7-10-revised.pdf (792.4 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2011-10-12 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION REACTIONS OF AZOMETHINE IMINES WITH ACROLEIN CATALYZED BY L-PROLINE AND ITS DERIVATIVES | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源 | http://purl.org/coar/resource_type/c_6501 | |||||
タイプ | journal article | |||||
著者 |
Suga, Hiroyuki
× Suga, Hiroyuki× Arikawa, Tadashi× Itoh, Kennosuke× Okumura, Yukihisa× Kakehi, Akikazu× Shiro, Motoo |
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信州大学研究者総覧へのリンク | ||||||
氏名 | Suga, Hiroyuki | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.HmShyVfp.html | |||||
信州大学研究者総覧へのリンク | ||||||
氏名 | Okumura, Yukihisa | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.gNDVgpAF.html | |||||
出版者 | ||||||
出版者 | The Japan Institute of Heterocyclic Chemistry | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | HETEROCYCLES. 81(7):1669-1688 (2010) | |||||
書誌情報 |
HETEROCYCLES 巻 81, 号 7, p. 1669-1688, 発行日 2010-07-01 |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | 1,3-Dipolar cycloadditions between acrolein and various N,N'-cyclic azomethine imines in the presence of L-proline and its derivatives as organocatalysts were investigated. Reactions that were catalyzed by (S)-indline-2-carboxylic acid (30 mol%) in CHCl3/MeOH 97:3 (v/v) showed high exo-selectivities (exolendo 91:9 similar to 99:1) and enantioselectivities (75 similar to 98% ee). In contrast, reactions catalyzed by L-proline (30 mol%) under similar conditions favored the endo-cycloadduct (83:27 similar to 99:1) with modest to good enantioselectivities (31 similar to 83% ee). Based on our studies, the diastereoselective mechanism of the L-proline-catalyzed reaction was found to involve the isomerization of the exo- to the endo-cycloadduct in the presence of L-proline. | |||||
資源タイプ(コンテンツの種類) | ||||||
内容記述タイプ | Other | |||||
内容記述 | Article | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0385-5414 | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00663739 | |||||
他の資源との関係:URI | ||||||
識別子タイプ | URI | |||||
関連識別子 | http://www.heterocycles.jp/ | |||||
関連名称 | http://www.heterocycles.jp/ | |||||
DOI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.3987/COM-10-11967 | |||||
関連名称 | 10.3987/COM-10-11967 | |||||
権利 | ||||||
権利情報 | Copyright© 2010 The Japan Institute of Heterocyclic Chemistry | |||||
出版タイプ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
WoS | ||||||
表示名 | Web of Science | |||||
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